CH648275A5 - PROCEDURE FOR THE DECOMPOSITION OF TER-ALKYL ALKYL ETHERS. - Google Patents

PROCEDURE FOR THE DECOMPOSITION OF TER-ALKYL ALKYL ETHERS. Download PDF

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Publication number
CH648275A5
CH648275A5 CH2169/82A CH216982A CH648275A5 CH 648275 A5 CH648275 A5 CH 648275A5 CH 2169/82 A CH2169/82 A CH 2169/82A CH 216982 A CH216982 A CH 216982A CH 648275 A5 CH648275 A5 CH 648275A5
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CH
Switzerland
Prior art keywords
ether
decomposition
alkyl
catalyst
alcohol
Prior art date
Application number
CH2169/82A
Other languages
Italian (it)
Inventor
Giancarlo Paret
Original Assignee
Snam Progetti
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from IT21031/81A external-priority patent/IT1137526B/en
Application filed by Snam Progetti filed Critical Snam Progetti
Publication of CH648275A5 publication Critical patent/CH648275A5/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00Aliphatic unsaturated hydrocarbons
    • C07C11/02Alkenes
    • C07C11/08Alkenes with four carbon atoms
    • C07C11/09Isobutene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/04Methanol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/06Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • C07C2531/08Ion-exchange resins
    • C07C2531/10Ion-exchange resins sulfonated
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/10Process efficiency
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Saccharide Compounds (AREA)
  • Pyrane Compounds (AREA)

Description

648275 648275

Claims (3)

RIVENDICAZIONI 1. Procedimento per la decomposizione di un etere alchil ter alchilico allo scopo di produrre l'olefina e l'alcool corrispondenti caratterizzato dal fatto che l'etere alchil ter alchilico viene alimentato ad una colonna di distillazione contenente catalizzatore adatto alla decomposizione dell'etere e l'olefina prodotta viene sottratta in modo continuo, dalla testa della colonna, il prodotto di fondo essendo costituito da alcool puro od almeno una miscela di alcool ed etere.1. Process for the decomposition of an alkyl ter alkyl ether in order to produce the corresponding olefin and alcohol characterized in that the alkyl ter alkyl ether is fed to a distillation column containing a catalyst suitable for the decomposition of the ether and the olefin produced is continuously withdrawn from the head of the column, the bottom product being constituted by pure alcohol or at least a mixture of alcohol and ether. 2. Procedimento come da rivendicazione 1 dove la colonna di distillazione è una colonna di distillazione a piatti ed almeno uno dei piatti è fornito di un letto di catalizzatore adatto alla decomposizione dell'etere alchil ter alchilico.2. Process according to claim 1 wherein the distillation column is a tray distillation column and at least one of the trays is provided with a bed of catalyst suitable for the decomposition of the alkyl ter alkyl ether. 3. Procedimento come da rivendicazione 1 dove il calore necessario per la decomposizione dell'etere alchil ter alchilico viene fornito dai vapori che condensano almeno in parte nel piatto o piatti forniti di letto di catalizzatore, detti vapori provenendo dai piatti sottostanti il o i piatti forniti di letto di catalizzatore.3. Process according to claim 1 wherein the heat necessary for the decomposition of the alkyl ter alkyl ether is supplied by the vapors which condense at least partially in the plate or plates provided with a bed of catalyst, said vapors coming from the plates below the plate or plates provided with catalyst bed. La presente invenzione riguarda un procedimento per la decomposizione degli eteri alchil ter-alchilici.The present invention relates to a process for the decomposition of alkyl ter-alkyl ethers. Più particolarmente la presente invenzione riguarda un procedimento per la decomposizione dell'etere metil ter butilico (MTBE).More particularly, the present invention relates to a process for the decomposition of methyl tert-butyl ether (MTBE). La decomposizione degli eteri alchil ter alchilici viene realizzata per poter produrre le corrispondenti olefine ad alto grado di purezza.The decomposition of the alkyl ter alkyl ethers is carried out in order to be able to produce the corresponding olefins with a high degree of purity. L'operazione di decomposizione e separazione presenta tuttavia problemi connessi alla facilità con la quale l'olefina prodotta tende a dimerizzare.However, the decomposition and separation operation presents problems related to the ease with which the olefin produced tends to dimerize. Infatti sia operando in fase liquida che in fase vapore l'olefina tende a dare prodotti di dimerizzazione.In fact, both when operating in the liquid phase and in the vapor phase, the olefin tends to give dimerization products. È stato ora trovato che è possibile superare gli inconvenienti della tecnica nota sfruttando in maniera adeguata la differenza di volatilità relativa tra l'olefina prodotta e l'etere e l'alcool corrispondenti.It has now been found that it is possible to overcome the drawbacks of the prior art by adequately exploiting the difference in relative volatility between the olefin produced and the corresponding ether and alcohol. Il procedimento in accordo con la presente invenzione consiste nell'alimentare con etere alchil ter alchilico una oc-lonna di distillazione contenente catalizzatore adatto alla decomposizione di etere alchil ter alchilico nell'olefina e alcool corrispondente e nel sottrarre in modo continuo della testa l'olefina prodotta, ottenendo di fondo l'alcool puro od almeno una miscela di alcool ed etere.The process according to the present invention consists in feeding with alkyl ter alkyl ether a distillation column containing a catalyst suitable for the decomposition of alkyl ter alkyl ether into the corresponding olefin and alcohol and in continuously removing the olefin from the head produced, basically obtaining pure alcohol or at least a mixture of alcohol and ether. Il procedimento in accordo con la presente invenzione viene quindi realizzato in una colonna di distillazione a piatti in cui almeno uno dei piatti è fornito di un letto di catalizzatore a base di resine stirolo-divinilbenzene solfonate. Il detto di catalizzatore è attraversato dal liquido che scende dai piatti superiori e dal vapore che sale dai piatti inferiori, il calore per la decomposizione dell'etere alchil ter alchilico essendo fornito dalla condensazione di parte del vapore proveniente dai piatti di distillazione al di sotto del o dei piatti forniti di catalizzatore per la decomposizione.The process according to the present invention is then carried out in a tray distillation column in which at least one of the trays is provided with a catalyst bed based on sulphonated styrene-divinylbenzene resins. The said of catalyst is passed through by the liquid which descends from the upper trays and by the vapor which rises from the lower trays, the heat for the decomposition of the alkyl ter alkyl ether being supplied by the condensation of part of the vapor from the distillation trays below the or dishes equipped with a catalyst for decomposition. L'etere viene alimentato almeno un piatto al di sopra del piatto più alto fornito di catalizzatore di decomposizione.Ether is fed to at least one tray above the highest tray provided with decomposition catalyst. Il prodotto di testa è come detto l'olefina, mentre il prodotto di fondo può essere l'alcool puro o in miscela con etere non decomposto e questo a seconda delle condizioni in cui si è operata la distillazione ed a seconda dell'etere alimentato.The head product is the olefin, as mentioned, while the bottom product can be pure alcohol or mixed with non-decomposed ether and this according to the conditions in which the distillation was carried out and according to the fed ether. La miscela di alcool ed etere, quando si ottiene detta miscela, può vantaggiosamente essere distillata allo scopo di separare l'alcool che viene allontanato dall'etere che viene riciclato all'operazione di decomposizione e separazione nella colonna a piatti.The mixture of alcohol and ether, when said mixture is obtained, can advantageously be distilled in order to separate the alcohol which is removed from the ether which is recycled to the decomposition and separation operation in the tray column. Forniremo ora un esempio avente lo scopo di meglio illustrare l'invenzione essendo inteso che la stessa non è da essa o ad essa limitata.We will now provide an example having the purpose of better illustrating the invention it being understood that the same is not limited by it or limited thereto. EsempioExample Si è realizzata una colonna di distillazione utilizzando tronchi flangiati di diametro 10 cm e lunghezza 100 cm, contenenti 6 piatti di distillazione a campanelle (2 campanelle per piatto).A distillation column was built using flanged logs with a diameter of 10 cm and a length of 100 cm, containing 6 bell-shaped distillation dishes (2 bells per dish). La colonna è stata realizzata alternando tronchi da 1 m pieni di catalizzatore con tronchi con sei piatti con un totale di 2 tronchi con piatti sopra all'alimentazione e 6 tronchi al di sotto, 3 con piatti e tre con catalizzatore alternati. Il catalizzatore era l'Amberlyst 15 della Rohm & Haar. La colonna è stata alimentata con 1 kg/h di MTBE a cui è stata aggiunta una miscela di metanolo ed MTBE di ricircolo contenente 50 gr di metanolo e 200 gr di MTBE.The column was constructed by alternating 1 m catalyst filled trunks with six tray trunks with a total of 2 tray trunks above the feed and 6 trunks below, 3 trays and three catalyst trunks alternating. The catalyst was Rohm & Haar's Amberlyst 15. The column was fed with 1 kg/h of MTBE to which was added a mixture of methanol and recirculating MTBE containing 50 g of methanol and 200 g of MTBE. È stato mantenuto un rapporto di riflusso di 2 a 1; si è operato alla pressione di 5 ata, con temperature comprese tra 45° 110°; si sono ottenuti come prodotto di testa 560 gr di C4 contenenti 20 gr di metanolo e tracce di diiso-butene.A reflux ratio of 2 to 1 was maintained; the operation was carried out at a pressure of 5 ata, with temperatures between 45° and 110°; 560 g of C4 containing 20 g of methanol and traces of diisobutene were obtained as top product. Di coda si sono ottenuti 590 gr di metanolo assieme a 200 gr di MTBE.At the bottom, 590 g of methanol together with 200 g of MTBE were obtained. La corrente di coda è stata inviata ad una seconda colonnina a riempimento a pressione atmosferica, funzionante con un riflusso 3 a 1; di coda si ottengono 540 gr di metanolo puro e di testa 200 gr di MTBE e 50 gr di metanolo riciclati alla prima colonna.The tail stream was sent to a second column filled at atmospheric pressure, operating with a 3 to 1 reflux; 540 g of pure methanol are obtained at the bottom and 200 g of MTBE at the top and 50 g of methanol recycled to the first column. 22 55 ioI 1515 2020 2525 3030 3535 4040 4545 5050 Vv
CH2169/82A 1981-04-10 1982-04-07 PROCEDURE FOR THE DECOMPOSITION OF TER-ALKYL ALKYL ETHERS. CH648275A5 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT21031/81A IT1137526B (en) 1981-04-10 1981-04-10 Olefin and alcohol prodn. from alkyl tert.-alkyl ether

Publications (1)

Publication Number Publication Date
CH648275A5 true CH648275A5 (en) 1985-03-15

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CH2169/82A CH648275A5 (en) 1981-04-10 1982-04-07 PROCEDURE FOR THE DECOMPOSITION OF TER-ALKYL ALKYL ETHERS.

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JP (1) JPS57179126A (en)
KR (1) KR850001733B1 (en)
AR (1) AR231527A1 (en)
AU (1) AU8173882A (en)
BE (1) BE892808A (en)
BR (1) BR8201673A (en)
CH (1) CH648275A5 (en)
CS (1) CS233728B2 (en)
DD (1) DD202525A5 (en)
DE (1) DE3210435A1 (en)
DK (1) DK153082A (en)
ES (1) ES511630A0 (en)
FR (1) FR2503699A1 (en)
GB (1) GB2096604B (en)
GR (1) GR76143B (en)
LU (1) LU84078A1 (en)
MW (1) MW1682A1 (en)
NL (1) NL8201473A (en)
NO (1) NO821136L (en)
NZ (1) NZ200039A (en)
PH (1) PH16956A (en)
PL (1) PL235880A1 (en)
PT (1) PT74728B (en)
RO (1) RO83670B (en)
SE (1) SE8202232L (en)
TR (1) TR21520A (en)
YU (1) YU78982A (en)
ZA (1) ZA821810B (en)
ZM (1) ZM2582A1 (en)
ZW (1) ZW6182A1 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4570026A (en) * 1983-08-12 1986-02-11 Petro-Tex Chemical Corporation Production of isobutene from methyl tertiary butyl ether
US4587373A (en) * 1984-12-12 1986-05-06 Mobil Oil Corporation Dimethylether recovery and/or recycle in an MTC conversion plant
DE3509292A1 (en) * 1985-03-15 1985-12-05 Ulrich 3300 Braunschweig Haupt METHOD FOR PRODUCING PURE TERTIAL OLEFINS
EP0302336B1 (en) * 1987-08-04 1992-03-04 Ec Erdölchemie Gmbh Process for splitting alkyl-tert.-alkyl ethers
US5133942A (en) * 1989-06-07 1992-07-28 Chemical Research & Licensing Company Distillation column reactor with catalyst replacement apparatus
US5198196A (en) * 1989-06-07 1993-03-30 Chemical Research & Licensing Company Method for removing and replacing catalyst in a distillation column reactor
US5057468A (en) * 1990-05-21 1991-10-15 Chemical Research & Licensing Company Catalytic distillation structure
US5262012A (en) * 1990-09-19 1993-11-16 Chemical Research & Licensing Company Catalytic distillation system
US5510089A (en) * 1991-07-22 1996-04-23 Chemical Research & Licensing Company Method for operating a distillation column reactor
US6416659B1 (en) 2000-08-17 2002-07-09 Catalytic Distillation Technologies Process for the production of an ultra low sulfur
DE102006040431A1 (en) * 2006-08-29 2008-03-20 Oxeno Olefinchemie Gmbh Process for cleaving MTBE
DE102006040430B4 (en) 2006-08-29 2022-06-15 Evonik Operations Gmbh MTBE cleavage process
DE102006040434A1 (en) 2006-08-29 2008-03-06 Oxeno Olefinchemie Gmbh Process for cleaving MTBE
SG11201704201VA (en) 2014-12-03 2017-06-29 China Petroleum & Chem Corp Catalyst and preparation method thereof, and method for preparing isobutylene by applying the same

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EP0008860B2 (en) * 1978-07-27 1991-12-04 CHEMICAL RESEARCH & LICENSING COMPANY Catalyst system

Also Published As

Publication number Publication date
NO821136L (en) 1982-10-11
AR231527A1 (en) 1984-12-28
ES8304051A1 (en) 1983-02-16
BE892808A (en) 1982-10-08
JPS57179126A (en) 1982-11-04
PH16956A (en) 1984-04-27
CS233728B2 (en) 1985-03-14
FR2503699B1 (en) 1984-12-14
BR8201673A (en) 1983-02-16
GR76143B (en) 1984-08-03
MW1682A1 (en) 1983-09-14
NL8201473A (en) 1982-11-01
ZW6182A1 (en) 1982-10-20
DD202525A5 (en) 1983-09-21
DK153082A (en) 1982-10-11
ZM2582A1 (en) 1983-07-21
AU8173882A (en) 1982-10-14
LU84078A1 (en) 1983-04-13
ES511630A0 (en) 1983-02-16
GB2096604B (en) 1985-01-03
DE3210435A1 (en) 1982-10-28
TR21520A (en) 1987-04-10
FR2503699A1 (en) 1982-10-15
GB2096604A (en) 1982-10-20
PT74728A (en) 1982-05-01
SE8202232L (en) 1982-10-11
YU78982A (en) 1985-04-30
KR830008963A (en) 1983-12-16
PT74728B (en) 1985-01-08
RO83670B (en) 1984-07-30
PL235880A1 (en) 1982-10-25
ZA821810B (en) 1983-01-26
KR850001733B1 (en) 1985-12-07
NZ200039A (en) 1984-07-06
RO83670A (en) 1984-05-23

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